Addition of vinylaluminum NMO reagents to N-(p-toluenesufinyl)- and N-(2-methypropanesulfinyl)-derived sulfinimines gives N-sulfinyl aza-Morita-Baylis-Hillman products (dr = 7:1 to 12:1) that result from addition of the reagent from the least hindered direction. Hydrogenation of the aza-MBH adducts with a Rh(I) catalyst affords anti-alpha-substituted N-sulfinyl-beta-amino esters in good yield and high dr (10:1 to 21:1).
Addition of vinylaluminumn class="Chemical">NMO reagents to N-(p-toluenesufinyl)- and N-(2-methypropanesulfinyl)-derived sulfinimines gives N-sulfinyl aza-Morita-Baylis-Hillman products (dr = 7:1 to 12:1) that result from addition of the reagent from the least hindered direction. Hydrogenation of the aza-MBH adducts with a Rh(I) catalyst affords anti-alpha-substituted N-sulfinyl-beta-amino esters in good yield and high dr (10:1 to 21:1).
Authors: J. L. García Ruano; I. Fernández; M. del Prado Catalina; J. A. Hermoso; J. Sanz-Aparicio; M. Martínez-Ripoll Journal: J Org Chem Date: 1998-10-16 Impact factor: 4.354
Authors: P Veeraraghavan Ramachandran; Michael T Rudd; Thomas E Burghardt; M Venkat Ram Reddy Journal: J Org Chem Date: 2003-11-28 Impact factor: 4.354